As I've probably mentioned a million times in the intros of my stories, I wear jeans a lot, and pretty much any time it's not too hot for it, my footwear of choice is some type of ankle boots. As you can imagine, this has landed me with quite the collection of both denim and footwear, but like all of us, I end up with a handful of favorites I wear on repeat every season, above all the others. Right now, this selection consists of four different pairs of jeans (two black, one blue, and one leopard) with six different pairs of ankle boots. Below, I’ll be showing you just what these are, telling you what makes each item so great, and of course, making it all shoppable. Well, go on and get started below!
These are my newest jeans, and I've been wearing them many days and almost any night I go out. They go so well with all boots, actually, but especially these super-easy and extremely comfortable Western ones from Paige.
Shop the jeans:
Shop the boots:
This is the first of three photos in this roundup where you'll see me in these Agolde Pinch Jeans that I'm obsessed with right now. I highly suggest everyone buy them. These Dr. Martens I paired them with in this shot are perfect for walking around the streets of NYC, and I'm confident will prove even worthier as we get more into winter.
Shop the jeans:
Shop the boots:
Up next, we have an older pair of (unfortunately no-longer-available) Citizens of Humanity jeans, which I've found a similar replacement for below, paired with my statement-making Anine Bing boots. I just love the contrast of the white star on the predominately black boots, and the Western touches all around.
Shop similar jeans:
Shop the boots:
Back in my Pinch jeans, here I've paired them with incredibly sleek, croc-embossed boots by Freda Salvador. I love how they give me some height without looking too dressy to wear in the day.
Shop the Pinch jeans in another color:
Shop the boots:
While I tend to keep my overall style (and color palette) pretty neutral, one of the few things I make an exception for is a good animal print. I love these leopard jeans by Paige so much, and they look perfect with my longtime-favorite simple black ankle boots from The Row.
Shop the jeans:
Shop the boots:
Last, but certainly not least, we have these showstopping python-print boots by Gia Couture, again with the Pinch jeans. If you want a standout piece that will still be easy to style and go with just about everything you'd wear black boots with, these are the shoes for you.
Shop the Pinch jeans in another color:
Shop the boots:
Up next? Shop the best cute coats that are actually warm.
-
The Numbers Don't Lie: This Is the Only Denim Trend More Popular Than Baggy Jeans Right NowAccording to data.
-
I'm an NYC Shopping Editor—I Can't Stop Thinking About These 31 Rich-Looking Fall Finds FromReplica Store, Zara, and H&MDid I mention they're under $250?
-
I'm 5'0"—These Are the Only Jeans That Get My Petite ApprovalThe hunt is over.
-
I Live in Murray Hill—Here Are the 8 Places I Like to Shop for a Fashionable Fall ClosetStylish sweaters and suedes ahead.
-
Abercrombie Sucked Me Back Into Its Orbit With These 25 Incredibly Chic Fall 2025 FindsSo, so good.
-
People With Impeccable Taste Swear By COS—21 Chic Sale Finds to Take Advantage of Right NowDid you say 25% off? Yes, please.
-
The 6 Shoe Trends Well-Dressed People Are Wearing With Pants and Jeans (Instead of Sneakers)Flat and heels to pair with pants and jeans.
-
I'm a Fashion Editor on a Budget—27 Incredibly Chic Fall Finds That Will Get You More Bang for Your BuckStellar under-$150 finds right this way.
